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$2,100,000
4 Beds ⋅ 4 Baths ⋅ 220203854 MLS
Experience refined mountain living on Awbrey Butte with this to-be-built luxury residence featuring panoramic Cascade Mountain views and contemporary design by District Design Build. This 3,676 square foot, 4-bedroom, 3.5-bath modern mountain home offers open, light-filled interiors with seamless indoor-outdoor living. Expansive windows frame western sunsets, while two spacious view decks are ideal for entertaining. The gourmet kitchen and great room create a natural gathering space. The primary suite offers spa-inspired finishes, private deck access, and stunning mountain views. Additional bedrooms and a flexible bonus room provide space for guests, recreation, or a home office. A heated driveway, 4-car tandem garage, and abundant storage support an active Central Oregon lifestyle. Located on one of Awbrey Butte's most desirable streets with access to parks, trails, tennis courts, and Firewise-certified community planning. Minutes to downtown Bend, Mount Bachelor, and trailheads.

3341 NW Panorama Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$1,750,000
4 Beds ⋅ 5 Baths ⋅ 220203308 MLS
Luxury Mt. Modern living awaits with this custom home thoughtfully designed to blend contemporary architecture with the natural beauty of the High Desert surroundings. Featuring a unique mix of barn wood, oxidized metals, weathered steel accents and vaulted ceilings, this home offers a warm yet sophisticated atmosphere. This 3 bed/3.5 bath home encompasses a chef's kitchen equipped with top-of-the-line appliances, a spacious dining area, and comfortable living space, all with mindful indoor/outdoor integration. The oversized 3-car garage with heated driveway is designed to accommodate all your gear, including a Sprinter van garage bay. A proven income-generating, detached 610 sq ft private ADU sits nestled on the property, offering an additional 1.5-car garage, ideal for guests, rental income, or a private studio. Right outside your front door are world-class mountain bike trails (Phil's Trail), a quick 20 min drive to Mt. Bachelor, and easy access to Bend's vibrant downtown.

19476 SW Century Drive 1 & 2 Unit 1 & 2, Bend

Listing courtesy of Fay Ranches, Inc..

$2,950,000
5 Beds ⋅ 6 Baths ⋅ 220201481 MLS
Luxury has gotten a little... predictable. You've seen the formula: White oak. Black windows. ''Chef's kitchen.'' ''Resort-style living.'' Repeat. Then there's this. Internationally recognized for its design, this isn't simply a luxury home; it is one of Central Oregon's most distinctive pieces of residential architecture. Matte aluminum, natural wood, soaring walls of glass, five private ensuite bedrooms, two secluded courtyards, and a rooftop terrace overlooking Mt. Bachelor come together in a home that feels as remarkable to live in as it is to look at. Some homes were designed to impress. This one was designed to endure. The architecture hasn't changed. Only the opportunity has.

61913 Hosmer Lake Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$1,829,900
5 Beds ⋅ 4 Baths ⋅ 220203124 MLS
Recognized as the 2026 COBA Tour of Homes Best of Show winner, this exceptional masterpiece represents the pinnacle of craftsmanship, design, and luxury living in Discovery West. Built by Luxe Homes, a multiple award-winning builder renowned for its uncompromising quality and innovative design, this residence also earned honors for Best Kitchen and Best Interior Finish. Spanning 2,896 sq ft, this thoughtfully designed residence offers 4 bedrooms, 4 baths, and refined living across two levels. The main level features an open-concept great room, designer kitchen, dining area, and a private suite, plus a versatile office/bedroom. Upstairs, enjoy a spacious bonus/media room, loft, and two en-suite bedrooms. Seamless indoor-outdoor living is highlighted by a covered rear deck. Additional features include a 3-car garage with dedicated RV/rec bay, generous storage, and a well-appointed mudroom/laundry. A rare blend of modern design, function, and luxury in one of Bend's premier neighborhoods.

371 NW Crosby Drive Lot 233 Unit Lot 233, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$5,890,000
6 Beds ⋅ 9 Baths ⋅ 220202448 MLS
One of the most private & unique offerings in Highlands at Broken Top, this exceptional 10+ acre gated estate combines luxury living with the serenity of a park-like setting just minutes from Bend. Custom built by Norman Building & Design, the 9,197-sq. ft. residence showcases timeless craftsmanship, soaring ceilings, extensive stonework, custom cherry cabinetry, & walls of windows that capture the beauty of the surrounding landscape. Designed for both grand-scale entertaining & comfortable everyday living, the home offers multiple gathering spaces, a main-level primary suite, guest accommodations, & seamless indoor-outdoor living. Resort-style amenities include a pool, detached guest quarters, workshop & extensive garage space, EV charging, & room for collectors, hobbies, and recreation. Surrounded by natural beauty & adjacent to miles of recreation opportunities, this extraordinary estate offers a level of privacy, space, & flexibility rarely found in Bend.Seller financing available.

18883 Sutherland Court, Bend

Listing courtesy of John L Scott Bend.

$1,999,000
5 Beds ⋅ 4 Baths ⋅ 220201667 MLS
Welcome to a stunning 34-acre estate where luxury living meets premier equestrian amenities & breathtaking Cascade Mountain views. The impeccably crafted 4,357 sq ft home has elegant finishes & thoughtful design throughout. It offers 5 bdrms, 4 baths, including two spacious primary suites. Enjoy the gourmet kitchen, open floor plan, vaulted ceilings, mudroom, pantry, & more. The main-level primary features a luxurious bath with soaking tub. Perfect for horse enthusiasts, there are 22 irrigated acres, with sought after COID water rights, two ponds, a 7-stall barn with tack room & wash rack, two outdoor arenas, a 60' round pen, 10 paddocks, hay shed, & welded pipe fencing. Ride directly onto miles of BLM land and endless trails. Power & water extends to dry lots and pastures. There is also potential for multigenerational living. This is Central Oregon equestrian living at its best.

24166 Dodds Road, Bend

Listing courtesy of LivOregon Real Estate LLC.

$695,000
2 Beds ⋅ 3 Baths ⋅ 220200652 MLS
Great shop + modern ski chalet! Welcome to your ultimate private escape, featuring a massive, fully-equipped shop—perfect for all your toys, tools, and big projects which includes a bathroom and potential living space! Then step inside the brand-new custom-built home, designed with both comfort and efficiency in mind. Enjoy the luxury of radiant floor heating throughout, keeping every room warm and inviting during all seasons. Clean, modern finishes blend seamlessly with natural surroundings, creating a perfect harmony of comfort and rustic charm. The soaring tongue and groove ceilings round out the ski chalet vibe! Whether you're a builder, artist, outdoors enthusiast, or someone who just wants space to live and dream big—this property offers it all! Set on a wooded lot with neighborhood river access for kayaking, fishing, or simply soaking in nature's tranquility, come see why this is more than a home — it's a lifestyle! Seller terms available.

16932 Upland Road, Bend

Listing courtesy of Cascade Hasson SIR.

$2,299,000
4 Beds ⋅ 5 Baths ⋅ 220199311 MLS
This exceptional estate in the prestigious Juniper Preserve Resort is nestled within the exclusive Pronghorn Community. Spanning 0.48 acres, it blends luxury, comfort, and elegance for a one-of-a-kind living experience. The 5,118 sq ft home includes a 615 sq ft casita, perfect for guests or a private retreat. The main-level primary suite opens directly to an outdoor spa, while two upper suites access patios with stunning views. There are four opulent bedroom suites in total. The chef's kitchen features a prep pantry and wine cellar. Natural stone and wood accents lend timeless character throughout. A south-facing covered patio with a wood-burning fireplace offers year-round enjoyment. Car enthusiasts will appreciate the 1,328 sq ft garage with room for three cars and a golf cart. Enjoy all the gated community offers, including two championship golf courses at Pronghorn--where luxury meets lifestyle.

23021 Brushline Court, Bend

Listing courtesy of Coldwell Banker Bain.

$1,099,000
3 Beds ⋅ 3 Baths ⋅ 220200217 MLS
Perfect Westside home close to downtown with a highly coveted short term rental permit! Main level features a spacious primary suite with laundry and a guest bedroom with full bath. Well equipped, spacious kitchen, and living room with a cozy gas fireplace. Downstairs features a large second primary suite, living area, kitchenette and laundry, private entrance and patio . Other features include ultra energy efficient ICF construction, newer floors and paint, great natural light. Fully furnished and turn key. Private alley access to parking and single car garage. Live comfortably in this home full-time, or rent nightly for additional income. All this in an ideal location with close proximity to downtown, schools, coffee shops, Drake Park, Newport Market, restaurants, the Deschutes river and more! Call your favorite buyers agent for a tour today. One owner is a realtor licensed in the state of Oregon.

1650 NW 5th Street, Bend

Listing courtesy of Engel & Voelkers Bend.

$1,199,900
5 Beds ⋅ 4 Baths ⋅ 220198607 MLS
Escape to this stunning riverfront retreat in the sought-after River Meadows Estates, just south of Sunriver! Nestled along the banks of the Deschutes River, this spacious 5-bedroom, 3.5-bathroom home is the perfect getaway. With a huge bunk room, there's plenty of space for family and friends. Enjoy the private hot tub, expansive outdoor living areas, and breathtaking river views. As part of the River Meadows Estates community, you'll have access to top-notch amenities, including a swimming pool, tennis courts, kids' play area, and a scenic asphalt bike path. Currently operating as a successful Short-Term Rental (STR), this property is a prime investment or personal retreat. With easy access to Mt. Bachelor and all that Central Oregon has to offer, your next adventure is always within reach. A true four-season paradise—don't miss out on this incredible opportunity!

16775 Pony Express Way, Bend

Listing courtesy of Cascade Hasson SIR.

$3,465,000
3 Beds ⋅ 4 Baths ⋅ 220197558 MLS
Discover the natural beauty of Deschutes River Ranch in this remarkable retreat located in Tumalo, Oregon. Spanning an impressive 3,967 square feet, this striking residence features 3 spacious bedrooms, each with a private en-suite bathroom, and an open-concept floor plan bathed in natural light. The chef's kitchen is a culinary delight, equipped with top-of-the-line Thermador appliances, beautiful quartzite and granite countertops, and a hidden butler's pantry, perfect for entertaining. The main level also offers a dedicated home office, and a large family/media room. Enjoy the unique daylight basement, which includes an exceptional nine-car garage (see sample floor plans for other options for this amazing space) accommodating RVs and boats, along with a sound-isolated movie theater. Nestled in a charming community surrounded by the stunning Cascade Mountains and the Deschutes River with scenic walking trails, community parks, and a nearby swimming hole with a covered picnic area.

20334 Arrowhead Drive, Bend

Listing courtesy of Cascade Hasson SIR.

$1,639,000
3 Beds ⋅ 3 Baths ⋅ 220196979 MLS
This fabulous Mid-century modern home in Northwest Bend is located in the much sought after Discovery West neighborhood. It's soaring ceilings, big windows and skylights flood the home with light. With high end finishes throughout this beauty boasts three bedrooms, an office, a bonus room and a spacious three car garage with one bay to hold your Sprinter van or RV. Discovery Corner, a vibrant community gathering place with small shops and dining, is just a short distance away.

3354 NW Leavitt Lane Lot 275 Unit Lot 275, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$1,550,000
3 Beds ⋅ 3 Baths ⋅ 220194374 MLS
This exceptional equestrian estate near downtown Bend offers 2 tax lots,world-class facilities and Cascade Mountain views.The 80'x186' indoor arena features new silica sand and Pro-Tex footing and is complemented by the 175'x250' outdoor arena with a sand-fiber mix.Recently a hunter-jumper facility, it includes a Grand Prix field with a pond and jump/slide bank. Renovated barns offer bright stalls with skylights, groom stalls, and tack rooms.The 3-bedroom,2.5-bath house is ideal for a manager or owner.All of this 40 minutes to the lifts at Bachelor and located near Bend Airport.New office quarter in historic barn with 3 offices, staff lounge, staff breakroom and a full bathroom.This equestrian estate has unmatched access for equestrian enthusiasts while combining luxury,lifestyle,and all the outdoor recreation that Bend has to offer!

22333 Nelson Road, Bend

Listing courtesy of Cascade Hasson SIR.

$1,149,000
4 Beds ⋅ 4 Baths ⋅ 220185126 MLS
This custom mountain home is an outdoor paradise. The original structure features beautifully hand-scribed, notched, and hand-hewn logs. Room for 5 cars, RV parking and toys. Trex decking, a water feature, horse corral, and barn. The attached addition includes another great room, space for pool table, 2 bds, office, full bath, private entrance w/ outdoor stairwell, and locked access to the main home, ideal for inlaws or as a rental. A large deck offers backyard views. The main home boasts an open floor plan and vaulted ceilings. The main-level master suite offers a soaking tub, heated floors, dual sinks, tiled shower, and walk-in closet. Upstairs is a bonus loft and a private guest bed/bath. The kitchen has a large island and opens to the great room. The laundry room has an indoor animal wash station. Deschutes NF is out front; back road to Mt. Bachelor makes it 20 min away, with golf, fly fishing, mtn biking, Sunriver dining nearby. Adjacent parcel also for sale.

16864 Covina Road, Bend

Listing courtesy of Cascade Hasson SIR.

$759,000
2 Beds ⋅ 2 Baths ⋅ 220175875 MLS
This is the final cottage available in Highlands Ridge, an exclusive collection of 37 homes and townhomes conveniently located near the Tetherow homeowner pool and steps from the award-winning golf, dining, and resort amenities. This residence offers low maintenance, easy resort-style living. This popular single-level end cottage lives larger than its 1,047 square feet, featuring abundant natural light from south-facing windows and an open-concept design ideal for both everyday comfort and entertaining. The well-appointed kitchen showcases a spacious island with bar seating overlooking the living and dining areas. Two private king suites are positioned at the rear of the home, each offering patio access where you will relax after a day exploring Bend's outdoor lifestyle. Located just minutes from downtown Bend, Mt. Bachelor skiing, and the Cascade Lakes, this home provides exceptional access to Central Oregon's premier recreation and dining.

61280 McRoberts Lane 28 Unit 28, Bend

Listing courtesy of Cascade Hasson SIR.

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